bis(4-fluorophenyl)(4-hydroxyphenyl)phosphine oxide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(4-fluorophenyl)(4-hydroxyphenyl)phosphine oxide
• 英文别名: bis(4-fluorophenyl)-4-hydroxyphenylphosphine oxide；Bis-(4-fluorophenyl)-(4-hydroxyphenyl)phosphine oxide；4-bis(4-fluorophenyl)phosphorylphenol
• 化学式: C₁₈H₁₃F₂O₂P
• 分子量: 330.271
• InChiKey: LDGOFTXMDRRATJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(4-fluorophenyl)(4-hydroxyphenyl)phosphine oxide 在 吡啶 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 生成 bis-(4-fluorophenyl)-(4-methoxybiphenyl)phosphine oxide
  参考文献：
  名称：

  A Study of the Aryl–Aryl Coupling Reactions of (4‐X‐C₆H₄)Ph₂P˭O

  摘要：

  The Suzuki coupling reactions of (4-X-Ph)Ph2P=O, where X = bromide or triflate, with a series of boronic acids were studied using tetrakis-(triphenylphosphino) palladium or palladium acetate as the catalyst. The boronic acids utilized were phenyl, p-tolyl, 3-methoxy, 4-methoxy, and 4-acetyl. Yields of the corresponding biphenyl analogues ranged from 50 to 95%. Palladium acetate provided products free of triphenylphosphine contamination, and required significantly shorter reaction times for complete reaction (2 to 4 hours vs. 12 to 24 hours, respectively) than when tetrakis-(triphenylphosphino) palladium was used. The methodology was applied to bis(4-F-Ph)(4-OTf-Ph)P=O to afford, in excellent yield (99%), a biphenyl-based AB, monomer precursor for dendritic and hyperbranched poly(arylene ether phosphine oxide)s.

  DOI：

  10.1081/scc-120027718
• 作为产物：
  描述：

  bis(4-fluorophenyl)phosphine oxide 在 四(三苯基膦)钯 、 三溴化硼 作用下， 以 N-甲基吡咯烷酮 、 二氯甲烷 、 甲苯 为溶剂， 反应 32.0h， 生成 bis(4-fluorophenyl)(4-hydroxyphenyl)phosphine oxide
  参考文献：
  名称：

  Highly Efficient Blue Electrophosphorescent Polymers with Fluorinated Poly(arylene ether phosphine oxide) as Backbone

  摘要：

  In view of the tolerance of F atoms in FIrpic to the nucleophilic aromatic substitution polymerization, an activated fluorinated poly(arylene ether phosphine oxide) backbone is used to construct novel blue electrophosphorescent polymers containing FIrpic as the blue emitter, because they can be synthesized under a milder temperature of 120 degrees C. Compared with the counterparts prepared at high temperature (165 degrees C), unexpected bathochromic shift is successfully avoided, and a state-of-art luminous efficiency as high as 19.4 cd A(-1) is achieved. The efficiency is comparable to the corresponding physical blend system, which indicates that the fluorinated poly(arylene ether phosphine oxide) has the potential to be used as the platform for the development of high-performance all-phosphorescent white polymer based on single polymer system.

  DOI：

  10.1021/ja305634j

文献信息

• Branched polyarylene ethers and processes for the preparation thereof
  申请人：Bender P. Timothy

  公开号：US20050208416A1

  公开（公告）日：2005-09-22

  Disclosed is a process for preparing branched polyarylene ether polymers by (A) providing a reaction mixture comprising (i) a polyfunctional phenol compound of the formula Ar(OH) x wherein x≧3 and wherein Ar is an aryl moiety or an alkylaryl moiety, provided that when Ar is an alkylaryl moiety at least three of the —OH groups are bonded to an aryl portion thereof, (ii) a compound of the formula wherein m is 0 or 1, Y and Y′ each, independently of the other, is fluorine or chlorine, and A is as defined herein, (iii) a compound of the formula wherein B is as defined herein, and (iv) a carbonate base; and (B) heating the reaction mixture and removing generated water from the reaction mixture, thereby effecting a polymerization reaction. Also disclosed are polymers prepared by this process and imaging members containing these polymers.

  本发明公开了一种用于制备支化聚芳醚聚合物的工艺，其方法是 (A) 提供一种反应混合物，该混合物包含 (i) 式为 Ar(OH)的多官能团苯酚化合物 x 式中 x≧3，Ar 为芳基或烷基芳基，条件是当 Ar 为烷基芳基时，至少有三个 -OH 基团与芳基部分键合，(ii) 式中化合物 其中 m 为 0 或 1，Y 和 Y′各自独立地为氟或氯，A 如本文所定义，(iii) 式化合物 其中 B 如本文所定义，和 (iv) 碳酸碱；和 (B) 加热反应混合物并从反应混合物中除去生成的水，从而实现聚合反应。还公开了通过该工艺制备的聚合物和含有这些聚合物的成像部件。
• Process for preparing branched polyarylene ethers
  申请人：Bender P. Timothy

  公开号：US20050154178A1

  公开（公告）日：2005-07-14

  Disclosed is a process for preparing branched polyarylene ether polymers by (A) providing a reaction mixture comprising (i) a polyfunctional phenol compound of the formula Ar(OH) x wherein x≧3 and wherein Ar is an aryl moiety or an alkylaryl moiety, provided that when Ar is an alkylaryl moiety at least three of the —OH groups are bonded to an aryl portion thereof, (ii) one or more linear polymers of the formula wherein m is 0 or 1, A and B are as defined herein, and n is an integer representing the number of repeat monomer units, and (iii) a carbonate base; and (B) heating the reaction mixture and removing generated water from the reaction mixture, thereby effecting a polymerization reaction.
• US7067608B2
  申请人：——

  公开号：US7067608B2

  公开（公告）日：2006-06-27
• US7396895B2
  申请人：——

  公开号：US7396895B2

  公开（公告）日：2008-07-08
• A Study of the Aryl–Aryl Coupling Reactions of (4‐X‐C₆H₄)Ph₂P˭O
  作者：Michaela Czupik、Nathaniel Bankey、Eric Fossum

  DOI：10.1081/scc-120027718

  日期：2004.12.31

  The Suzuki coupling reactions of (4-X-Ph)Ph2P=O, where X = bromide or triflate, with a series of boronic acids were studied using tetrakis-(triphenylphosphino) palladium or palladium acetate as the catalyst. The boronic acids utilized were phenyl, p-tolyl, 3-methoxy, 4-methoxy, and 4-acetyl. Yields of the corresponding biphenyl analogues ranged from 50 to 95%. Palladium acetate provided products free of triphenylphosphine contamination, and required significantly shorter reaction times for complete reaction (2 to 4 hours vs. 12 to 24 hours, respectively) than when tetrakis-(triphenylphosphino) palladium was used. The methodology was applied to bis(4-F-Ph)(4-OTf-Ph)P=O to afford, in excellent yield (99%), a biphenyl-based AB, monomer precursor for dendritic and hyperbranched poly(arylene ether phosphine oxide)s.